Trifluoroacetic acid → HCID 21474759, compound

HRID 2294291Notes

Reaction equation

HRID 2294291 reaction equation
FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:10]=[C:11]([CH:27]=[CH:28][CH:29]=1)[O:12][CH2:13][CH:14]1[O:18][C:17](=[O:19])[N:16](C(OC(C)(C)C)=O)[CH2:15]1>O1CCCC1>[Cl:8][C:9]1[CH:10]=[C:11]([CH:27]=[CH:28][CH:29]=1)[O:12][CH2:13][CH:14]1[O:18][C:17](=[O:19])[NH:16][CH2:15]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21474731HCID 21474731, compound

Product 1

HCID 21474759HCID 21474759, compoundYield 89.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4 ml of trifluoroacetic acid were added, whilst ice-cooling, to a solution of 1.97 g of 5-(3-chlorophenoxymethyl)-3-t-butoxycarbonyloxazolidin-2-one (prepared as described in Preparation 2) in 4 ml of anhydrous tetrahydrofuran, and the mixture was stirred at room temperature for 1 hour. At the end of this time, the tetrahydrofuran and trifluoroacetic acid were removed from the reaction mixture by evaporation under reduced pressure, to give 1.23 g of the title compound having an Rf value of 0.43 (on silica gel thin layer chromatography, using ethyl acetate as the developing solvent).

Workup

  1. customAt the end of this time, the tetrahydrofuran and trifluoroacetic acid were removed from the reaction mixture by evaporation under reduced pressure

Sources & evidence

ORD record
ord-6ea79c976b024f6bbe782a76648a6853
Source dataset
uspto-grants-1997_11
Patent number
US05688823

Reaction notes

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